54856-82-5

Basic information

• Product Name: 3-METHYL-1,2,3-TRIAZOLO(1,5-A)PYRIDINE
• Synonyms: 3-METHYL-1,2,3-TRIAZOLO(1,5-A)PYRIDINE
• CAS NO: 54856-82-5
• Molecular Formula: C₇H₇N₃
• Molecular Weight: 133.15
• Mol File: 54856-82-5.mol
• Article Data: 18

Chemical Properties

• Melting Point: 84-85 C
• Appearance: /
• Density: 1.24 g/cm³
• Refractive Index: 1.658
• PKA: 1.94±0.30(Predicted)
• CAS DataBase Reference: 3-METHYL-1,2,3-TRIAZOLO(1,5-A)PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYL-1,2,3-TRIAZOLO(1,5-A)PYRIDINE(54856-82-5)
• EPA Substance Registry System: 3-METHYL-1,2,3-TRIAZOLO(1,5-A)PYRIDINE(54856-82-5)

Safety Data

• Hazard Codes: Xi
• Statements: 5-36/37/38
• Safety Statements: 15-26-36
• Hazardous Substances Data: 54856-82-5(Hazardous Substances Data)

Usage

General Description

3-Methyl-1,2,3-triazolo(1,5-a)pyridine is a chemical compound with the molecular formula C8H8N4. Its CAS Registry Number is 161867-98-5 and it has an exact mass of 164.070724 g/mol with a molecular weight of 164.18 g/mol. As a member of the triazolo compounds, it may have potential pharmaceutical properties, although research is still ongoing. 3-Methyl-1,2,3-triazolo(1,5-a)pyridine is typically synthesized in the lab and needs to be handled appropriately to ensure safety due to its chemical characteristics. Further details such as its physical and chemical properties are typically found in specialized chemical databases.

InChI:InChI=1/C7H7N3/c1-6-7-4-2-3-5-10(7)9-8-6/h2-5H,1H3

Upstream product

• 113385-65-2 3-methyl-7-trimethylsilyltriazolopyridine 
• 128017-43-6 3-Methyl-2-(2-oxo-2-phenyl-ethyl)-[1,2,3]triazolo[1,5-a]pyridin-2-ium; bromide 
• 922-67-8 propynoic acid methyl ester 
• 59742-91-5 (E)-2-(1-hydrazineylideneethyl)pyridine 
• 1122-62-9 2-acetylpyridine 
• 69045-79-0 2-choro-5-iodopyridine 
• 726666-49-5 2-(3-methyl-7-[1,2,3]triazolo[1,5-a]pyridyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane 
• 766-11-0 5-bromo-2-fluoropyridine 
• 15854-87-2 4-iodopyridine 
• 288-47-1 1,3-thiazole 
• 1094674-59-5 7-iodo-3-methyl-[1,2,3]triazolo[1,5-a]pyridine 
• 107465-23-6 3-methyl-7-bromo-[1,2,3]triazolo[1,5-a]pyridine 
• 95-16-9 1,3-Benzothiazole 
• 59742-91-5 2-acetylpyridine hydrazone 

Downstream Products

• 100-69-6 2-vinylpyridine 
• 10445-92-8 2-(1-chloroethyl)pyridine 
• 127-63-9 diphenyl sulphone 
• 2116-62-3 2-(2-phenylethyl)pyridine 
• 882-33-7 diphenyldisulfane 
• 103-79-7 1-phenyl-acetone 
• 192642-87-8 3,3'-dimethyl-7,7'-bi[1,2,3]triazolo[1,5-a]pyridine 
• 1384956-03-9 (E)-7-(1,2-diphenylvinyl)-3-methyl-[1,2,3]triazolo[1,5-a]pyridine 
• 15260-65-8 2-(1-phenylvinyl)pyridine 
• 74309-54-9 2-[1-(2-tolyl)-vinyl]pyridine 

Relevant articles and documents

TBAB-Catalyzed Csp3–N Bond Formation by Coupling Pyridotriazoles with Anilines: A New Route to (2-Pyridyl)alkylamines

A new metal-free procedure allowing Csp3–N bond formation through coupling of pyridotriazoles and weakly nucleophilic anilines has been developed. This sustainable reaction shows high tolerance towards functional groups (ketones, free alcohols) leading to 2-picolylamine derivatives. The key to our success is the use of a catalytic amount of TBAB and water as a co-solvent leading to the formation of pyridylalkylamine derivatives. As this coupling tolerates the presence of Csp2–Br bond on both partners of the reaction, we performed a sequential one-pot reaction between functionalized triazolopyridines and anilines followed by a second coupling with N-tosylhydrazones leading to the formation of Csp3–N and Csp2–Csp2 bonds.

Safe and Facile Access to Nonstabilized Diazoalkanes Using Continuous Flow Technology

Despite the high synthetic potential of nonstabilized diazo compounds, their utilization has always been hampered by stability, toxicity, and safety issues. The present method opens up access to the most reactive nonstabilized diazoalkanes. Among diazo compounds, nonstabilized alkyl diazo compounds are the least represented because of their propensity to degrade during preparation. The continuous flow oxidation process of hydrazones on a silver oxide column afforded an output stream of base- and metal-free pure diazo solution in dichloromethane. Starting from innocuous ketones and aldehydes, this methodology allows the production of a broad range of unprecedented diazoalkanes compounds in excellent yields, while highlighting their synthetic potential and the possibility of safe large-scale diazo production.

Rhodium-catalyzed NH insertion of pyridyl carbenes derived from pyridotriazoles: A general and efficient approach to 2-picolylamines and imidazo[1,5-a]pyridines

A general and efficient NH insertion reaction of rhodium pyridyl carbenes derived from pyridotriazoles was developed. Various NH-containing compounds, including amides, anilines, enamines, and aliphatic amines, smoothly underwent the NH insertion reaction to afford 2-picolylamine derivatives. The developed transformation was further utilized in a facile one-pot synthesis of imidazo[1,5-a]pyridines.